Enantioselective Synthesis of Carbo- and Heterocycles through a CuH-Catalyzed Hydroalkylation Approach

被引:104
|
作者
Wang, Yi-Ming [1 ]
Bruno, Nicholas C. [1 ]
Placeres, Angel L. [1 ]
Zhu, Shaolin [1 ]
Buchwald, Stephen L. [1 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
基金
美国国家卫生研究院;
关键词
C BOND FORMATION; ANTI-MARKOVNIKOV HYDROALKYLATION; ASYMMETRIC-SYNTHESIS; COPPER(I)-CATALYZED REACTION; VERSATILE CATALYSTS; ALKYL-GROUPS; ALKENES; HYDROAMINATION; ALCOHOLS; OLEFINS;
D O I
10.1021/jacs.5b07061
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The enantios elective, intramolecular hydro-alkylation of halide-tethered styrenes has been achieved through a copper hydride-catalyzed process. This approach allowed for the synthesis of enantioenriched cydobutanes, cyclopentanes, indanes, and six-membered N- and O-heterocycles. This protocol was applied to the synthesis of the commercial serotonin reuptake inhibitor (-)-paroxetine.
引用
收藏
页码:10524 / 10527
页数:4
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